US2443173A - Paint remover - Google Patents

Paint remover Download PDF

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US2443173A
US2443173A US589456A US58945645A US2443173A US 2443173 A US2443173 A US 2443173A US 589456 A US589456 A US 589456A US 58945645 A US58945645 A US 58945645A US 2443173 A US2443173 A US 2443173A
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grams
solvent
paint remover
dispersion
thixotropic
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US589456A
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Nathaniel L Baum
Wynkoop Jean
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Turco Products Inc
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Turco Products Inc
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D9/00Chemical paint or ink removers

Definitions

  • This invention relates to a paint. varnish, lacquer, and enamel remover.
  • Protective coatings are composed of a pigment dispersed in a vehicle which has the property of forming a tough him on the surface coated thereby.
  • Such protective coatings may be of the drying-oil type, employing tung oil, linseed oil, oiticica oil. or fish oils. They may be formed of resin, polymerized rosin. or synthetic ester gums. for example, glycerol triabietate or pentaerythritol tetraabietate, malelc-modified ester gum, phenolicmodified ester gum, phenolic resins. urea resins, melamine resins. alkyd resins, etc.
  • paint removers include the alkali type. which includes aqueous mixtures containing alkali or ammonia dissolved therein. They may be classed as aqueous in the sense that water forms the major proportion of the constituents employed and water or water solution forms the external or continuous phase. Such materials act primarily by chemical attack on the protective coating film.
  • the continuous or external phase is an organic solvent for the paint, varnish, lacquer, or enamel film.
  • This organic solvent may contain some water in solution or emulsion. Water, if present. forms but a relatively minor proportion of the constituents of the formulation, ranging from less than 1% to about 20% by weight.
  • the composition has dispersed therein a colloid which imparts thixotropic properties to the organic liquid. The dispersion also has a high adhesive tension allalnst the protective coating.
  • the paint remover of our inveniop can be sprayed. brushed, or run into a surfacacoated by the protective coating to be remnved.
  • the thixotropic gel characteristics of the composition forming the paint remover of awinvention are such that the mechanical'lhotien Inherent in the application of the paint remover to the coated surface gives a liquid of such low viscosity as to permit ready application. when applied to the surface to be treated. the gel is re-established and areiatively thick coat of the composition adheres to the protective coating. This is equally so both for horizontal and vertical surfaces.
  • the coating of the thixotropic composition will not run appreciably on the vertical or horizontal surface but -7 Claims. (Cl. 252-127) will remain in place where applied after the mechanical agitation incidental to its application is discontinued.
  • the coating of the remover may be readily removed by wiping. its gel properties being destroyed by the mechanical agitation due to wipingr It'may also be removed by washing with water, the mechanical agitation in this case also being assisted by the emulsiflcation or dispersion of the paint remover in the water due to the presence of emulsifying or dispersing agents in our paint remover.
  • a chlorinated organic solvent Such materials include, for example, methylene chloride, ethylene chloride, trichloroethylene. perchlorethylene, dichloroethylene ether. dichlorisopropyl ether, monochlor benzene, and dichlorobenzene. These are listed to illustrate the nature of the solvents employed and are not intended to limit the scope of the disclosed invention to such listed compounds. All of these compounds are solvents for protective illms such as described above.
  • We prefer to use the chlorinated organic solvents since they have particularly good paint-removing action and form the thixotropic material of our invention readily and act in such mixture. in combination with the other ingredients thereof, in a highly emcacious manner.
  • a protein colloid such as casein, zein, protein material derived from soya bean meal or cottonseed meal or mixtures thereof.
  • a soap such as the alkali metal or ammonia soaps of the fatty or unsaturated fatty acids.
  • the corresponding soaps of the resin acids such as the abietates or the impure abietates known as tall oil.
  • the soap and phenolic salts are preferably formed by reacting the carboxylic acid and the phenol with NaOH, KOH, or NHiOH.
  • We may employ the base in amount equivalent to a portion or all of the carboxylic acid, and may also, if desired, employ the base in amount equivalent to a portion of the phenol but insufficient to neutralize both the acid and the phenol.
  • the active dispersing ingredient includes the soap of the acid and some phenolate or cresylate, but that a portion of the phenol, for example, cresol, is in its acid form; in other words, we have an excess of phenol, for example, cresol, in our composition.
  • thixotropic dispersion of the protein in the chlorinated solvent with the aid of such dispersing agents.
  • the dispersion may be assisted by the use of mutual solvents. These mutual solvents may also act to reinforce the solvent action of the chlorinated solvent to improve the paint-removing properties of the resultant formulation.
  • Such modifying solvent is preferably an alcohol and includes the monohydric and polyhydric alcohols. We find the lower aliphatic alcohols, such as methyl, ethyl, or propyl alcohol, or isopropyl alcohol, particularly useful for such purpose.
  • the monohydric alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, or isopropyl alcohol
  • the polyhydric alcohols such as glycol or glycerine or their monoalkyl others, for example, ethylene glycol, propylene glycol, diethylene glycol, hexane-L2 dial, the glycol ethers, such as ethyleneglycolmonoetiiylether, ethyleneglycol monomethylether, ethyleneglycolmon o p r o p y i ether, diethyleneglycol, polyethyleneglycol, or slycerine.
  • the monohydric alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, or isopropyl alcohol
  • the polyhydric alcohols such as glycol or glycerine or their monoalkyl others, for example, ethylene glycol, propylene glycol, diethylene glycol, hexane-L2 dial
  • solvents not only act as solvent modifiers to develop the thixotropic properties of the protein dispersion but also have the property of adding to or reinforcing the paint-removing solvent properties of the chlorinated solvent.
  • the monohydric alcohols or the lower aliphatic alcohols such as the methyl. ethyl or propyl or isopropyl alcohol.
  • the free cresol or phenol also has a solvency action, both as a mutual solvent and as an agent to reinforce the action of the paint-removing sol vent upon the protective coating.
  • a small amount of wax such as a petroleum wax, for example, one having a melting point of about 125 F. to 135 F., improves the efficiency of the paint remover by retarding the evaporation of the solvent while in contact with the coated surface.
  • compositions thus formed contain the chlorinated solvent in preponderate amount, being one of the components of the mixture present in greatest quantity.
  • the organic liquid component i, e., chlorinated solvent, other mutual solvent, and amines when employed forms the maior component of the composition, the casein, soap, and phenol, when employed, forming the components used in minor amounts.
  • the casein and the soap, phenol, mutual solvent or amine are added in amounts to establish the desired thixotropic dispersion of the casein in the chlorinated solvent to form a uniform dispersion of the ingredients in the organic liquids of the composition.
  • Example 1 We intimately mix 25 grams of casein with 25 grams of diethyleneglycol and 50 grams of NHiOl-l (26 B.), 10 grams of oleic acid. The mixture is allowed to remain at room temperature for several days. We then add 30 cc. of ethanol, adding slowly to avoid curdllng, and 120 cc. of ethylenedichloride in which we have dissolved 3 grams of paraffin wax, and 35 cc, of methylcellosolve (ethylenegiycoimonomethylether).
  • Example 2 We may improve the dispersion of the protein by employing as a dispersing agent in place of or in addition to the soap a salt of phenolic com pound, such as the sodium or'potassium or ammonium phenolates or cresylates previously referred to.
  • a salt of phenolic com pound such as the sodium or'potassium or ammonium phenolates or cresylates previously referred to.
  • Example 2 In that example we employ tall oil in place of the oleic acid and supplement the dispersing action by employing the crcsylates. This example illustrates the formulation in which we do not employ the po'iyhydric alcohols or their others but do employ the monohydric alcohols.
  • Example 2 We mix 7 grams of casein and 4 grams or 255 NHiOH, 7 grams of petroleum cres vlic acid.
  • the paint remover thus formed has the thixotropic properties previously referred to. Additionally, it is quite readily emulsified or dispersed in water so that it can be readily washed off from the painted surface to leave a clean surface free of the protective film and free of the paint remover.
  • the amines which may be employed in making our thixotropic paint remover include the allphatic amines, cyclo aliphatic amines, aryl aliphatic amines. aromatic amines, hydroxy aliphatic amines, or commercially available mixtures of such amines. Among such compounds may be mentioned, for example, monoethanolamine, diethanolamine, triethanolamine, and mixtures thereof, including such as occur in commercial triethanolamine.
  • propanolamines including normal propanolamine and triisopropanolamine, butanolamines, pentanolamines, hexanolamines, glycerolamines; alkyloipolyamines, such as alkylol derivatives of ethylenediamine and diethylenetetramine; allwlated and other derivatives of aikylolamines, including, for example, diethylaminoethanol. phenylethanolamine, phenyl diethanolamine, cyclohexylethanolamlne, phenylmorpholine, monoprethylethsnolamine, dimethriethanolamine.
  • alkylamines such as ethylenediamine. diethylenetriamine. triethylenetetramine, butylamine, hexylamine, octyiamine, laurylamine, monomethylethylenediamine, monoethyldiethylenetriamine. 1. l-dimethyiethylenediamine, and the like; and aromatic and heterocyclic bases. such as pyridine, benzylamine and homologues thereof. and derivatives or substitution products thereof.
  • Example 8 illustrates one formulation employing the amine as the agent for forming the thixotropic dispersion of the protein in the organic solvents.
  • Izsmple 3 We heat 100 grams of triethanolamine and 25 grams of casein at an elevated temperature for several hours until a smooth dispersion has been formed. After cooling, we then add 30 cc. of ethanol and finally add 120 cc. of ethylenedichloride in which 2 grams of parafiin have been dissolved. In this case we omit the soap and cresylic acid and prolong the heating for a suflicient period to obtain the necessary dispersion of the casein.
  • Example I We mix 50 grams of diethyieneglycol, grams of cyclohexylamine, and 35 grams of casein. and heat the mixture until a. smooth dispersion is formed. We then add 30 grams of ethanol (95%), adding the ethanol slowly to avoid curdling and add 120 grams of ethylenedichloride in which we have dissolved 3 grams of paraiiln wax.
  • the formulations employing amines as dispersing agents are further improved .by adding soaps such as previously described or the salts of the phenols or cresols described above. These dispersing agents also improve the dispersibility of the formulated paint remover in water.
  • the formulations thus produced have excellent thixotropic properties and will form thick coatings which adhere to surfaces and may be readily removed by wiping or washing with water.
  • Example 5 We disperse 35 grams of casein in 20 grams or cyclohexylamine and 50 grams of diethyleneglycol. To this mixture we add a second mixture formed by reacting 2.7 grams of 50% KOH with 7.5 grams of oleic acid. 23.45 grams of cresol, and 2.5 grams of water. We then add 35 ml. of 35% ethanol. and finally add 120 grams of ethylene dichloride in which we have dissolved 3 grams of paraflin.
  • Example 6 We disperse 40 grams of casein in grams of diethyleneglycol and grams of triethanoiamine. To this mixture we add a mixture formed by reacting 3.3 grams of 50% K011 and 10.3 grams oleic acid and 33.5 grams of cresoi and 4 grams of water. The reaction mix has a pH of about 5 to 6. Then we add 30 ml. of 05% ethanol and finally 120 cc. of ethylenedichloride 6 in which we have dissolved 2 grams of psrsmn wax.
  • Example 7 We disperse 40 grams of casein in 25 grams of diethylene glycol and 20 grams of methanolamine. We then add a mixture formed by reacting 33.5 grams of cresol. 4 grams of water and 3.3 grams of 50% KOI-l and 10.8 grams of oleic acid. We then add 40 ml. of ethanol and then add a solution of 80 ml. ethyienedichloride and 40 ml. of dichloroisopropylether in which we have dissolved 2 grams of paraffin.
  • Example 8 We disperse 40 grams of casein in 25 Brain! of diethyieneglycol and 20 grams of pyridine. To this dispersion we add a mixture formed by reacting 21.6 grams of oleic acid, 67 grams of cresol and 7.3 grams of 50% K08 and 3 grams of water. We then add 30 cc. of 06% ethanol. We then add cc. of ethylenedichloride in which we have dispersed 2 grams or paraflin wax.
  • Example 0 We disperse 30 grams of casein in 25 grams of diethyieneglycol and 15 grams of aniline. To this dispersion we add a mixture formed by reacting 10.8 grams of oleic acid. 33.5 grams of cresol and 3.8 grams of 50% KOI-I and 4 grams of water. We then add 30 ml. or ethanol and a mixture of 50 cc. ethylenedichloride and 75 cc. of monochloroben- $18 in which we have dissolved 3 grams of par- In forming our paint remover in accordance with these formulations. we heat the protein. amine, and the polyhydric compound to a temperature of about 1". to 200 F.
  • the reaction between the two products formed a soap of the oleic acid.
  • the acidic phenol may react with the soap or compete with the oleic acid for the base so that a distribution of the base between the phenol or cresol and the carboxvlic acid may occur.
  • a paint remover comprising a soap and a phenol, for example cresol. we mean to include also such composition containing the carboxylic acid of said soap and the salts of said phenol.
  • sufilcient protein colloid and dispersing agent to form a thixotroplc dispersion of the protein colloid in said solvent.
  • mutual solvent. and alcohol are adjusted to give such thixotmpic dispersion.
  • the exact proportions may be adjusted over a wide range, depending on the materials employed as protein colloid. paint removing solvent. and mutual solvent and dispersing agent. However. for any particular formulation. the relative proportions of the. protein colloid. dispersing agent. and mutual solvent which will yield a thixotropic dispersion in accordance with our invention are adjustable over relatively narrow limits. These limits. however. will vary somewhat'with the character of these materials employed and the relative proportions of the components of the particular formulation.
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion of a protein colloid in a paint remover solvent.
  • a stabilizer for said dispersion comprising a reaction product of a base chosen from the group composed of the alkali metal hydroxides, ammonium hydroxide with an organic acid taken from the group of the soap forming saturated fatty acids. soap forming unsaturated fatty acids. resin acids.
  • said dispersion of the protein being in a mixture of a liquid chlorinated hydrocarbon solvent and mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said liquid chlorinated hydrocarbon solvent being in preponderate proportion.
  • said water being in the range of about 1% to about 20% by weight of said thixotropic paint remover. and said disperslon being thixotropic so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion of a protein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the soap forming saturated fatty soap forming acids, unsaturated fatty acids and resin acids.
  • said paint remover solvent being composed of a liquid chlorinated hydrocarbon solvent and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said water being within the range of about 1% to about 20% by weight of said thixotropic paint remover.
  • liquid chlorinated hydrocarbon solvent being the predominating ingredient
  • paint remover being thixotropic so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
  • a thixotropic water dispersible paint remover comprising a thlxotropic dispersion of a protein colloid in a paint remover solvent.
  • a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the soap forming saturated fatty acids. soap iorming unsaturated fatty acids and resin acids. the ratio of said inorganic base to said soap forming organic acid and said phenol being insufllcient to completely neutralize both said organic soap forming acid and said phenol.
  • said paint remover including also an organic amine
  • said paint remover solvent being composed of a liquid chlorinated hydrocarbon solvent in preponderant proportion and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent.
  • said water being within the range of about 1% to about 20% by weight of said thixotropic paint remover.
  • said organic amine being in the range of from 4% to 10% by weight of said thixotropic paint remover.
  • said paint remover being thixotrcpic so that on agitation said mixture is a fluid and when at rest is a gel having the propcrty of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from asurface to which it is applied.
  • a thixotropic water dispersible paint remover comprising a, thixotropic dispersion of a casein colloid in a paint remover solvent, a, stabilizer for said dispersion comprising a reaction product of a base chosen from the group composed of the alkali metal hydroxides, ammonium hydroxide, with an organic acid taken from the group of the soap forming saturated fatty acids, soap forming unsaturated fatty acids. resin acids, said dispersion of the casein being in a mixture of a liquid chlorinated hydrocarbon solvent and mutual solvent modifler taken from the group of the allphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent.
  • said chlorinated hydrocarbon solvent being in preponderate proportion, and said water being in the range of about 1% to about 20% by weight of said thixotropic paint remover, and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said dispersion being thixotropic so that on agitation said mixture is a fluid of low viscosity and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
  • a thixotropic water dispersible paint remover comprising a thixotroplc dispersion of a casein colloid in a paint remover solvent.
  • a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the saturated fatty acids, unsaturated fatty acids and resin acids.
  • said paint remover solvent being composed of a liquid chlorinated hydrocarbon and a mutual solvent modifier taken from the group or the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent.
  • said water being within the range of about 1% to about 20% by weight 9 of said thixotropic paint remover, and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said paint remover being thixotropc so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial nmnlng and-dispersible in water so that it may be washed from a surface to which it is applied.
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion of a casein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction prodnot of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group oi the saturated tatty acids, unsaturated fatty acids and resin acids, the ratio of said inorganic base to said organic acid and said base being insuiiicient to completely neutralize both said organic soap forming acid and said phenol and said paint remover including an organic amine, said paint remover solvent being composed 01 a liquid chlorinated hvdrocarbon and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent, said water being within the range of about 1% to about 20% by weight, said orsame amine being in the ran e of from
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion oi casein in a reaction product of ammonia, caustic soda.
  • caustic potash tall oil, cresylic acid and water in a solvent composed oi. 95% ethanol, ethylene dichloride, said ingredients being employed substantially in the ratio of '1 grams of casein to 4 grams of 26 1312.
  • NHsOH grams of cresylic acid, 5 grams tall oil, 0.6 gram caustic potash, 0.4 gram caustic soda, 12 grams of water, 7 grams of 95% ethanol, and 53 grams oi ethylene dichloride.
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion of a casein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction prodnot of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group oi the saturated tatty acids, unsaturated fatty acids and resin acids, the ratio of said inorganic base to said organic acid and said base being insuiiicient to completely neutralize both said organic soap forming acid and said phenol and said paint remover including an organic amine, said paint remover solvent being composed 01 a liquid chlorinated hvdrocarbon and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent, said water being within the range of about 1% to about 20% by weight, said orsame amine being in the ran e of from
  • a thixotropic water dispersible paint remover comprising a thixotropic dispersion oi casein in a reaction product of ammonia, caustic soda.
  • caustic potash tall oil, cresylic acid and water in a solvent composed oi. 95% ethanol, ethylene dichloride, said ingredients being employed substantially in the ratio of '1 grams of casein to 4 grams of 26 1312.
  • NHsOH grams of cresylic acid, 5 grams tall oil, 0.6 gram caustic potash, 0.4 gram caustic soda, 12 grams of water, 7 grams of 95% ethanol, and 53 grams oi ethylene dichloride.

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Description

Patented June 15, 1948 ram-r aauovsa Nathaniel L. Baum and Jean Wynkoop, Loo Angeles, Calif.. aaslgnors to Turco Products, Inc.. Los Angeies, Calif., a corporation of California No Drawing. Application Alt" :0. ms. Serial No. 589,458
This invention relates to a paint. varnish, lacquer, and enamel remover.
Protective coatings, e. g.. paints, varnishes. and lacquers, are composed of a pigment dispersed in a vehicle which has the property of forming a tough him on the surface coated thereby. Such protective coatings may be of the drying-oil type, employing tung oil, linseed oil, oiticica oil. or fish oils. They may be formed of resin, polymerized rosin. or synthetic ester gums. for example, glycerol triabietate or pentaerythritol tetraabietate, malelc-modified ester gum, phenolicmodified ester gum, phenolic resins. urea resins, melamine resins. alkyd resins, etc.
The necessity for removing such. and other commonly employed, protective coatings has resulted in the development of what is generally referred to as "paint removers." Prior art paint removers include the alkali type. which includes aqueous mixtures containing alkali or ammonia dissolved therein. They may be classed as aqueous in the sense that water forms the major proportion of the constituents employed and water or water solution forms the external or continuous phase. Such materials act primarily by chemical attack on the protective coating film.
We have developed a paint remover of the non-aqueous type, employing this term in the sense that the continuous or external phase is an organic solvent for the paint, varnish, lacquer, or enamel film. This organic solvent may contain some water in solution or emulsion. Water, if present. forms but a relatively minor proportion of the constituents of the formulation, ranging from less than 1% to about 20% by weight. The composition has dispersed therein a colloid which imparts thixotropic properties to the organic liquid. The dispersion also has a high adhesive tension allalnst the protective coating.
Because qt'these properties the paint remover of our inveniop can be sprayed. brushed, or run into a surfacacoated by the protective coating to be remnved. The thixotropic gel characteristics of the composition forming the paint remover of awinvention are such that the mechanical'lhotien Inherent in the application of the paint remover to the coated surface gives a liquid of such low viscosity as to permit ready application. when applied to the surface to be treated. the gel is re-established and areiatively thick coat of the composition adheres to the protective coating. This is equally so both for horizontal and vertical surfaces. The coating of the thixotropic composition will not run appreciably on the vertical or horizontal surface but -7 Claims. (Cl. 252-127) will remain in place where applied after the mechanical agitation incidental to its application is discontinued.
We may therefore place a thick coat of paint remover on the surface to be treated with minimum run-off and even with no run-off, if care is taken in its application. The coating of the remover may be readily removed by wiping. its gel properties being destroyed by the mechanical agitation due to wipingr It'may also be removed by washing with water, the mechanical agitation in this case also being assisted by the emulsiflcation or dispersion of the paint remover in the water due to the presence of emulsifying or dispersing agents in our paint remover.
We employ as our active paint remover solvent a chlorinated organic solvent. Such materials include, for example, methylene chloride, ethylene chloride, trichloroethylene. perchlorethylene, dichloroethylene ether. dichlorisopropyl ether, monochlor benzene, and dichlorobenzene. These are listed to illustrate the nature of the solvents employed and are not intended to limit the scope of the disclosed invention to such listed compounds. All of these compounds are solvents for protective illms such as described above. We may employ other organic paint rllm solvents which have the properties specified above. We prefer to use the chlorinated organic solvents, since they have particularly good paint-removing action and form the thixotropic material of our invention readily and act in such mixture. in combination with the other ingredients thereof, in a highly emcacious manner.
In order to impart thixotropic properties to such chlorinated solvents, we disperse therein a protein colloid such as casein, zein, protein material derived from soya bean meal or cottonseed meal or mixtures thereof.
In order to assist in the dispersion of said colloid and impart emulsifying characteristics to our paint remover. we may employ a soap. such as the alkali metal or ammonia soaps of the fatty or unsaturated fatty acids. for example, the soaps of palmitic. stearic, oleic, ricinoleic, linoleic acid. the corresponding soaps of the resin acids, such as the abietates or the impure abietates known as tall oil.
We also employ as supplementary dispersing agents in addition to the above soaps, the salts of the phenols. including in the term "phenol CeHsOH, as well as the substituted phenols such as the cresols or cresylic acids, for example, the petroleum cresylic acids.
The soap and phenolic salts are preferably formed by reacting the carboxylic acid and the phenol with NaOH, KOH, or NHiOH. We may employ the base in amount equivalent to a portion or all of the carboxylic acid, and may also, if desired, employ the base in amount equivalent to a portion of the phenol but insufficient to neutralize both the acid and the phenol.
While we do not desire to be bound by any theory of the reactions which occur, we believe that the active dispersing ingredient includes the soap of the acid and some phenolate or cresylate, but that a portion of the phenol, for example, cresol, is in its acid form; in other words, we have an excess of phenol, for example, cresol, in our composition.
We form the thixotropic dispersion of the protein in the chlorinated solvent with the aid of such dispersing agents. The dispersion may be assisted by the use of mutual solvents. These mutual solvents may also act to reinforce the solvent action of the chlorinated solvent to improve the paint-removing properties of the resultant formulation. Such modifying solvent is preferably an alcohol and includes the monohydric and polyhydric alcohols. We find the lower aliphatic alcohols, such as methyl, ethyl, or propyl alcohol, or isopropyl alcohol, particularly useful for such purpose.
We may employ such mutual solvents as the monohydric alcohols, such as methyl alcohol, ethyl alcohol, propyl alcohol, or isopropyl alcohol, or the polyhydric alcohols, such as glycol or glycerine or their monoalkyl others, for example, ethylene glycol, propylene glycol, diethylene glycol, hexane-L2 dial, the glycol ethers, such as ethyleneglycolmonoetiiylether, ethyleneglycol monomethylether, ethyleneglycolmon o p r o p y i ether, diethyleneglycol, polyethyleneglycol, or slycerine.
These solvents not only act as solvent modifiers to develop the thixotropic properties of the protein dispersion but also have the property of adding to or reinforcing the paint-removing solvent properties of the chlorinated solvent. This is particularly true or the monohydric alcohols or the lower aliphatic alcohols such as the methyl. ethyl or propyl or isopropyl alcohol. We may therefore employ such lower aliphatic alcohols as additives to the polyhydric alcohols or their others to supply not only the desired mutual solvency action but the desirable reinforcement of the paint-removing solvent action of the chlorinated solvent. l
The free cresol or phenol also has a solvency action, both as a mutual solvent and as an agent to reinforce the action of the paint-removing sol vent upon the protective coating.
We have found that, although not essential to the utility of our paint remover, a small amount of wax, such as a petroleum wax, for example, one having a melting point of about 125 F. to 135 F., improves the efficiency of the paint remover by retarding the evaporation of the solvent while in contact with the coated surface.
The compositions thus formed contain the chlorinated solvent in preponderate amount, being one of the components of the mixture present in greatest quantity. The organic liquid component, i, e., chlorinated solvent, other mutual solvent, and amines when employed forms the maior component of the composition, the casein, soap, and phenol, when employed, forming the components used in minor amounts. The casein and the soap, phenol, mutual solvent or amine are added in amounts to establish the desired thixotropic dispersion of the casein in the chlorinated solvent to form a uniform dispersion of the ingredients in the organic liquids of the composition.
The following examples illustrate the formula tions embodying the principles of our invention:
Example 1 We intimately mix 25 grams of casein with 25 grams of diethyleneglycol and 50 grams of NHiOl-l (26 B.), 10 grams of oleic acid. The mixture is allowed to remain at room temperature for several days. We then add 30 cc. of ethanol, adding slowly to avoid curdllng, and 120 cc. of ethylenedichloride in which we have dissolved 3 grams of paraffin wax, and 35 cc, of methylcellosolve (ethylenegiycoimonomethylether).
We may improve the dispersion of the protein by employing as a dispersing agent in place of or in addition to the soap a salt of phenolic com pound, such as the sodium or'potassium or ammonium phenolates or cresylates previously referred to. This is illustrated by Example 2. In that example we employ tall oil in place of the oleic acid and supplement the dispersing action by employing the crcsylates. This example illustrates the formulation in which we do not employ the po'iyhydric alcohols or their others but do employ the monohydric alcohols.
Example 2 We mix 7 grams of casein and 4 grams or 255 NHiOH, 7 grams of petroleum cres vlic acid.
' E; grams of tall oil, 0.8 gram of caustic potash,
and xi gram of caustic soda, and 12 grams oi water until a smooth dispersion has been formed. employing moderately elevated temperatures in the dispersion. To this mixture we add 7 grams of ethanol, and then add 53 grams of ethyl enedichloride in which we have dissolved 2 grams of paraffin.
The paint remover thus formed has the thixotropic properties previously referred to. Additionally, it is quite readily emulsified or dispersed in water so that it can be readily washed off from the painted surface to leave a clean surface free of the protective film and free of the paint remover.
We have found that the formulation of the paint remover according to our invention is improved by the use of an amine. We have found that the protein is effectively dispersed in the organic paint-removing solvent by the use of such amine. The resultant paint remover has the thixotropic properties previously referred to.
The amines which may be employed in making our thixotropic paint remover include the allphatic amines, cyclo aliphatic amines, aryl aliphatic amines. aromatic amines, hydroxy aliphatic amines, or commercially available mixtures of such amines. Among such compounds may be mentioned, for example, monoethanolamine, diethanolamine, triethanolamine, and mixtures thereof, including such as occur in commercial triethanolamine. morpholine, propanolamines, including normal propanolamine and triisopropanolamine, butanolamines, pentanolamines, hexanolamines, glycerolamines; alkyloipolyamines, such as alkylol derivatives of ethylenediamine and diethylenetetramine; allwlated and other derivatives of aikylolamines, including, for example, diethylaminoethanol. phenylethanolamine, phenyl diethanolamine, cyclohexylethanolamlne, phenylmorpholine, monoprethylethsnolamine, dimethriethanolamine. m ltriethanolamine, diethyltriethanolamine, ethylphenylethanolamine. and the like; alkylamines. such as ethylenediamine. diethylenetriamine. triethylenetetramine, butylamine, hexylamine, octyiamine, laurylamine, monomethylethylenediamine, monoethyldiethylenetriamine. 1. l-dimethyiethylenediamine, and the like; and aromatic and heterocyclic bases. such as pyridine, benzylamine and homologues thereof. and derivatives or substitution products thereof.
The formulation given in Example 8 illustrates one formulation employing the amine as the agent for forming the thixotropic dispersion of the protein in the organic solvents.
Izsmple 3 We heat 100 grams of triethanolamine and 25 grams of casein at an elevated temperature for several hours until a smooth dispersion has been formed. After cooling, we then add 30 cc. of ethanol and finally add 120 cc. of ethylenedichloride in which 2 grams of parafiin have been dissolved. In this case we omit the soap and cresylic acid and prolong the heating for a suflicient period to obtain the necessary dispersion of the casein.
We have found, however, that the dispersion of the casein on the organic solvent is assisted by the use of a mutual solvent such as those listed above. Such formulations are exemplified below.
Example I We mix 50 grams of diethyieneglycol, grams of cyclohexylamine, and 35 grams of casein. and heat the mixture until a. smooth dispersion is formed. We then add 30 grams of ethanol (95%), adding the ethanol slowly to avoid curdling and add 120 grams of ethylenedichloride in which we have dissolved 3 grams of paraiiln wax.
The formulations employing amines as dispersing agents are further improved .by adding soaps such as previously described or the salts of the phenols or cresols described above. These dispersing agents also improve the dispersibility of the formulated paint remover in water. The formulations thus produced have excellent thixotropic properties and will form thick coatings which adhere to surfaces and may be readily removed by wiping or washing with water.
The following examples are given as illustrative but not as a. limitation of our invention:
Example 5 We disperse 35 grams of casein in 20 grams or cyclohexylamine and 50 grams of diethyleneglycol. To this mixture we add a second mixture formed by reacting 2.7 grams of 50% KOH with 7.5 grams of oleic acid. 23.45 grams of cresol, and 2.5 grams of water. We then add 35 ml. of 35% ethanol. and finally add 120 grams of ethylene dichloride in which we have dissolved 3 grams of paraflin.
Example 6 We disperse 40 grams of casein in grams of diethyleneglycol and grams of triethanoiamine. To this mixture we add a mixture formed by reacting 3.3 grams of 50% K011 and 10.3 grams oleic acid and 33.5 grams of cresoi and 4 grams of water. The reaction mix has a pH of about 5 to 6. Then we add 30 ml. of 05% ethanol and finally 120 cc. of ethylenedichloride 6 in which we have dissolved 2 grams of psrsmn wax.
Example 7 We disperse 40 grams of casein in 25 grams of diethylene glycol and 20 grams of methanolamine. We then add a mixture formed by reacting 33.5 grams of cresol. 4 grams of water and 3.3 grams of 50% KOI-l and 10.8 grams of oleic acid. We then add 40 ml. of ethanol and then add a solution of 80 ml. ethyienedichloride and 40 ml. of dichloroisopropylether in which we have dissolved 2 grams of paraffin.
Example 8 We disperse 40 grams of casein in 25 Brain! of diethyieneglycol and 20 grams of pyridine. To this dispersion we add a mixture formed by reacting 21.6 grams of oleic acid, 67 grams of cresol and 7.3 grams of 50% K08 and 3 grams of water. We then add 30 cc. of 06% ethanol. We then add cc. of ethylenedichloride in which we have dispersed 2 grams or paraflin wax.
Example 0 We disperse 30 grams of casein in 25 grams of diethyieneglycol and 15 grams of aniline. To this dispersion we add a mixture formed by reacting 10.8 grams of oleic acid. 33.5 grams of cresol and 3.8 grams of 50% KOI-I and 4 grams of water. We then add 30 ml. or ethanol and a mixture of 50 cc. ethylenedichloride and 75 cc. of monochloroben- $18 in which we have dissolved 3 grams of par- In forming our paint remover in accordance with these formulations. we heat the protein. amine, and the polyhydric compound to a temperature of about 1". to 200 F. until a smooth dispersion of the protein in the amine and polyhydroxy compound is formed. A solution of alkali. oleic acid. cresol, or phenol. containing some water, is formed. This solution is acidic, being of a pH in the neighborhood of 5 to 6. It is added to the hot dispersion of the protein and the mixture is mixed at an elevated temperature to complete the dispersion. To this dispersion of the protein we may then add the alcohol. stirring during addition to avoid curdling. We then add the chlorinated solvent.
In all of the above examples where we have employed the bases with the oleic acid. the reaction between the two products formed a soap of the oleic acid. However. the acidic phenol may react with the soap or compete with the oleic acid for the base so that a distribution of the base between the phenol or cresol and the carboxvlic acid may occur. When we refer to a paint remover comprising a soap and a phenol, for example cresol. we mean to include also such composition containing the carboxylic acid of said soap and the salts of said phenol.
While we have employed in all of the above examples insumcient alkali to convert the cresols into the salt, and thus the cresol is probably added as free cresol. we do not exclude the possibility of some interaction between the amine and the cresoi when they are compounded. Therefore. wherein we refer to a paint remover containing a phenol or cresol and an amine, we mean to include the products of interaction between the cresol and the amine.
In formulating our paint remover we employ sufilcient protein colloid and dispersing agent to form a thixotroplc dispersion of the protein colloid in said solvent. The proportions of protein colloid, dispersing agent, mine, when employed.
mutual solvent. and alcohol are adjusted to give such thixotmpic dispersion. The exact proportions may be adjusted over a wide range, depending on the materials employed as protein colloid. paint removing solvent. and mutual solvent and dispersing agent. However. for any particular formulation. the relative proportions of the. protein colloid. dispersing agent. and mutual solvent which will yield a thixotropic dispersion in accordance with our invention are adjustable over relatively narrow limits. These limits. however. will vary somewhat'with the character of these materials employed and the relative proportions of the components of the particular formulation.
While we have described a particular embodiment of our invention, it should be understood that various modifications and adaptations thereof may be made within the spirit of the invention as set forth in the appended claims.
We claim:
i. A thixotropic water dispersible paint remover comprising a thixotropic dispersion of a protein colloid in a paint remover solvent. a stabilizer for said dispersion comprising a reaction product of a base chosen from the group composed of the alkali metal hydroxides, ammonium hydroxide with an organic acid taken from the group of the soap forming saturated fatty acids. soap forming unsaturated fatty acids. resin acids. said dispersion of the protein being in a mixture of a liquid chlorinated hydrocarbon solvent and mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said liquid chlorinated hydrocarbon solvent being in preponderate proportion. and said water being in the range of about 1% to about 20% by weight of said thixotropic paint remover. and said disperslon being thixotropic so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
2. A thixotropic water dispersible paint remover comprising a thixotropic dispersion of a protein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the soap forming saturated fatty soap forming acids, unsaturated fatty acids and resin acids. the ratio of said inorganic base to said organic acid and said phenol being insuii'icient to completely neutralize both said organic soap forming acid and said phenol, said paint remover solvent being composed of a liquid chlorinated hydrocarbon solvent and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said water being within the range of about 1% to about 20% by weight of said thixotropic paint remover. said liquid chlorinated hydrocarbon solvent being the predominating ingredient, and said paint remover being thixotropic so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
3. A thixotropic water dispersible paint remover comprising a thlxotropic dispersion of a protein colloid in a paint remover solvent. a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the soap forming saturated fatty acids. soap iorming unsaturated fatty acids and resin acids. the ratio of said inorganic base to said soap forming organic acid and said phenol being insufllcient to completely neutralize both said organic soap forming acid and said phenol. and said paint remover including also an organic amine, said paint remover solvent being composed of a liquid chlorinated hydrocarbon solvent in preponderant proportion and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said water being within the range of about 1% to about 20% by weight of said thixotropic paint remover. said organic amine being in the range of from 4% to 10% by weight of said thixotropic paint remover. and said paint remover being thixotrcpic so that on agitation said mixture is a fluid and when at rest is a gel having the propcrty of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from asurface to which it is applied.
4. A thixotropic water dispersible paint remover comprising a, thixotropic dispersion of a casein colloid in a paint remover solvent, a, stabilizer for said dispersion comprising a reaction product of a base chosen from the group composed of the alkali metal hydroxides, ammonium hydroxide, with an organic acid taken from the group of the soap forming saturated fatty acids, soap forming unsaturated fatty acids. resin acids, said dispersion of the casein being in a mixture of a liquid chlorinated hydrocarbon solvent and mutual solvent modifler taken from the group of the allphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said chlorinated hydrocarbon solvent being in preponderate proportion, and said water being in the range of about 1% to about 20% by weight of said thixotropic paint remover, and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said dispersion being thixotropic so that on agitation said mixture is a fluid of low viscosity and when at rest is a gel having the property of adhering to painted surfaces without substantial running and dispersible in water so that it may be washed from a surface to which it is applied.
5. A thixotropic water dispersible paint remover comprising a thixotroplc dispersion of a casein colloid in a paint remover solvent. a stabilizer for said dispersion comprising the reaction product of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group of the saturated fatty acids, unsaturated fatty acids and resin acids. the ratio of said inorganic base to said soap forming organic acid and said phenol being insufiiclent to completely neutralize both said organic soap forming acid and said phenol, said paint remover solvent being composed of a liquid chlorinated hydrocarbon and a mutual solvent modifier taken from the group or the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent. said water being within the range of about 1% to about 20% by weight 9 of said thixotropic paint remover, and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said paint remover being thixotropc so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial nmnlng and-dispersible in water so that it may be washed from a surface to which it is applied.
6. A thixotropic water dispersible paint remover comprising a thixotropic dispersion of a casein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction prodnot of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group oi the saturated tatty acids, unsaturated fatty acids and resin acids, the ratio of said inorganic base to said organic acid and said base being insuiiicient to completely neutralize both said organic soap forming acid and said phenol and said paint remover including an organic amine, said paint remover solvent being composed 01 a liquid chlorinated hvdrocarbon and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent, said water being within the range of about 1% to about 20% by weight, said orsame amine being in the ran e of from 4% to 10% by weight or said thixotropic paint remove and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said paint remover being thixotropic so that on agitation i0 saidmixtureisafluidandwhenatrestisagel having the property of adhering to painted surfaces without substantial running and dispersflile in water so that it may be washed from a surface to which it is applied.
7. A thixotropic water dispersible paint remover comprising a thixotropic dispersion oi casein in a reaction product of ammonia, caustic soda. caustic potash, tall oil, cresylic acid and water in a solvent composed oi. 95% ethanol, ethylene dichloride, said ingredients being employed substantially in the ratio of '1 grams of casein to 4 grams of 26 1312. NHsOH, grams of cresylic acid, 5 grams tall oil, 0.6 gram caustic potash, 0.4 gram caustic soda, 12 grams of water, 7 grams of 95% ethanol, and 53 grams oi ethylene dichloride.
NATHANm- L. BLUE. JEAN WYNKOOP.
REFERENCES CITED The following references are of record in the tile oi this patent:
UNITED STATES PATENTS Certificate of Correction Patent N6. 2,443,173.
NATHANIEL L. BAUM ET AL.
It is hereby numbered patent req strike out the words read with this correction case in the Patent Oflice.
certified that error appears in the correction as follows: 00 of ow viscosity; and that the said Letters Patent should be therein that the same may conform as Number Name Date 919,148 Ellis Apr. 99, 1999 996,320 Ellis Apr. 98, 1910 1,102,830 Ellis July 7, 1914 1,113,971 mus Oct. 29, 1914 99 1,172,779 I111: Feb. 22, 1916 1,199,999 E1118 Jul! 4, 1916 1,999,599 Dim Oct. 27, 1931 2,082,114 Johnson Feb. 25, 1936 June 15, 1948.
printed sfiecification of the above umn 8, 'nes 51 and 52, claim 4,
to the record of the Signed and sealed this 7th day of September, A. D. 1948.
THOMAS F. MURPHY,
Assistant Commissioner of Patents.
9 of said thixotropic paint remover, and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said paint remover being thixotropc so that on agitation said mixture is a fluid and when at rest is a gel having the property of adhering to painted surfaces without substantial nmnlng and-dispersible in water so that it may be washed from a surface to which it is applied.
6. A thixotropic water dispersible paint remover comprising a thixotropic dispersion of a casein colloid in a paint remover solvent, a stabilizer for said dispersion comprising the reaction prodnot of an inorganic base taken from the group composed of the alkali metal bases and ammonia with a phenol and also with a soap forming organic acid taken from the group oi the saturated tatty acids, unsaturated fatty acids and resin acids, the ratio of said inorganic base to said organic acid and said base being insuiiicient to completely neutralize both said organic soap forming acid and said phenol and said paint remover including an organic amine, said paint remover solvent being composed 01 a liquid chlorinated hvdrocarbon and a mutual solvent modifier taken from the group of the aliphatic alcohols and aliphatic ether alcohols and water dispersed in said solvent, said water being within the range of about 1% to about 20% by weight, said orsame amine being in the ran e of from 4% to 10% by weight or said thixotropic paint remove and said liquid chlorinated hydrocarbon solvent being in preponderant proportion and said paint remover being thixotropic so that on agitation i0 saidmixtureisafluidandwhenatrestisagel having the property of adhering to painted surfaces without substantial running and dispersflile in water so that it may be washed from a surface to which it is applied.
7. A thixotropic water dispersible paint remover comprising a thixotropic dispersion oi casein in a reaction product of ammonia, caustic soda. caustic potash, tall oil, cresylic acid and water in a solvent composed oi. 95% ethanol, ethylene dichloride, said ingredients being employed substantially in the ratio of '1 grams of casein to 4 grams of 26 1312. NHsOH, grams of cresylic acid, 5 grams tall oil, 0.6 gram caustic potash, 0.4 gram caustic soda, 12 grams of water, 7 grams of 95% ethanol, and 53 grams oi ethylene dichloride.
NATHANm- L. BLUE. JEAN WYNKOOP.
REFERENCES CITED The following references are of record in the tile oi this patent:
UNITED STATES PATENTS Certificate of Correction Patent N6. 2,443,173.
NATHANIEL L. BAUM ET AL.
It is hereby numbered patent req strike out the words read with this correction case in the Patent Oflice.
certified that error appears in the correction as follows: 00 of ow viscosity; and that the said Letters Patent should be therein that the same may conform as Number Name Date 919,148 Ellis Apr. 99, 1999 996,320 Ellis Apr. 98, 1910 1,102,830 Ellis July 7, 1914 1,113,971 mus Oct. 29, 1914 99 1,172,779 I111: Feb. 22, 1916 1,199,999 E1118 Jul! 4, 1916 1,999,599 Dim Oct. 27, 1931 2,082,114 Johnson Feb. 25, 1936 June 15, 1948.
printed sfiecification of the above umn 8, 'nes 51 and 52, claim 4,
to the record of the Signed and sealed this 7th day of September, A. D. 1948.
THOMAS F. MURPHY,
Assistant Commissioner of Patents.
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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548766A (en) * 1945-04-20 1951-04-10 Turco Products Inc Paint remover
US3216945A (en) * 1962-08-07 1965-11-09 Mankowich Abraham Paint remover for non-ferrous metal parts
US3261710A (en) * 1962-05-15 1966-07-19 Elmer E Waldmann Method for removing coating of epoxyphenolic resin and polytetrafluoroethylene from metal cases
US3324037A (en) * 1964-07-02 1967-06-06 Rosenfeld Myer Thixotropic ethylenediamine-based paint strippers
US3391084A (en) * 1965-10-21 1968-07-02 Army Usa Organic stripper, radiation decontaminant, passivator and rust remover
US3538007A (en) * 1967-12-04 1970-11-03 Grace W R & Co Paint stripper for aluminum and magnesium surfaces
US3998654A (en) * 1974-01-28 1976-12-21 Minnesota Mining And Manufacturing Company Method of removing adhesive
US4085059A (en) * 1974-05-02 1978-04-18 Bunker Ramo Corporation Foam type coating remover
US4168989A (en) * 1975-06-10 1979-09-25 Westinghouse Electric Corp. Stripping composition for thermoset resins and method of repairing electrical apparatus
US4469525A (en) * 1983-01-19 1984-09-04 Tennant Company Membrane remover/etchant
US4608086A (en) * 1983-01-19 1986-08-26 Tennant Company Membrane remover/etchant
US5011621A (en) * 1990-06-04 1991-04-30 Arco Chemical Technology, Inc. Paint stripper compositions containing N-methyl-2-pyrrolidone and renewable resources
US5073289A (en) * 1989-11-02 1991-12-17 The Curators Of The University Of Missouri Paint stripper composition having reduced volatility containing decanolactone, n-methylpyrrolidone and butyrolactone and method of use

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548766A (en) * 1945-04-20 1951-04-10 Turco Products Inc Paint remover
US3261710A (en) * 1962-05-15 1966-07-19 Elmer E Waldmann Method for removing coating of epoxyphenolic resin and polytetrafluoroethylene from metal cases
US3216945A (en) * 1962-08-07 1965-11-09 Mankowich Abraham Paint remover for non-ferrous metal parts
US3324037A (en) * 1964-07-02 1967-06-06 Rosenfeld Myer Thixotropic ethylenediamine-based paint strippers
US3391084A (en) * 1965-10-21 1968-07-02 Army Usa Organic stripper, radiation decontaminant, passivator and rust remover
US3538007A (en) * 1967-12-04 1970-11-03 Grace W R & Co Paint stripper for aluminum and magnesium surfaces
US3998654A (en) * 1974-01-28 1976-12-21 Minnesota Mining And Manufacturing Company Method of removing adhesive
US4085059A (en) * 1974-05-02 1978-04-18 Bunker Ramo Corporation Foam type coating remover
US4168989A (en) * 1975-06-10 1979-09-25 Westinghouse Electric Corp. Stripping composition for thermoset resins and method of repairing electrical apparatus
US4469525A (en) * 1983-01-19 1984-09-04 Tennant Company Membrane remover/etchant
US4608086A (en) * 1983-01-19 1986-08-26 Tennant Company Membrane remover/etchant
US5073289A (en) * 1989-11-02 1991-12-17 The Curators Of The University Of Missouri Paint stripper composition having reduced volatility containing decanolactone, n-methylpyrrolidone and butyrolactone and method of use
US5011621A (en) * 1990-06-04 1991-04-30 Arco Chemical Technology, Inc. Paint stripper compositions containing N-methyl-2-pyrrolidone and renewable resources

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